Issue 21, 2011

Packing incentives and a reliable N–H⋯N–pyridine synthon in co-crystallization of bipyridines with two agrochemical actives

Abstract

The co-crystallization of agrochemical actives thiophanate-methyl and thiophanate-ethyl with 2,2′-bipyridine, 4,4′-bipyridine and 1,2-bis(4-pyridyl)ethane was investigated with conventional crystallization, the slurry method and liquid-assisted grinding. Co-crystals of both thiophanates with all bipyridines were found and the structures solved with single crystal X-ray diffraction. Whereas the 2,2′-bipyridine co-crystals seem to form because of a combination of weak interactions, and in the case of the thiophanate-methyl, partly because of close packing incentives, the 4,4′-bipyridine and 1,2-bis(4-pyridyl)ethane co-crystals form mainly because of a favourable N–H⋯N–pyridine hydrogen bonding synthon.

Graphical abstract: Packing incentives and a reliable N–H⋯N–pyridine synthon in co-crystallization of bipyridines with two agrochemical actives

Supplementary files

Article information

Article type
Paper
Submitted
15 Jun 2011
Accepted
05 Aug 2011
First published
31 Aug 2011

CrystEngComm, 2011,13, 6531-6537

Packing incentives and a reliable N–H⋯N–pyridine synthon in co-crystallization of bipyridines with two agrochemical actives

E. Nauha, E. Kolehmainen and M. Nissinen, CrystEngComm, 2011, 13, 6531 DOI: 10.1039/C1CE05730H

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